I'm surprised there doesn't seem to be more interest in type-checking in the Rails community at large (maybe I'm wrong). TypeScript has been make-or-break when choosing a company I apply for.
Ruby's extremely rapid iteration cycle (e.g. by embedding pry for debugging and experimentation), good test coverage, and fast search tools like ripgrep and fzf alleviate a lot of the pain you might get from the lack of static types. There are also gems for schema validation that predate Ruby's type annotations and help with runtime type checking on data coming from the wire or disk.
rails does a lot of metaprogramming, which makes static type checking much harder